First up is Reese Witherspoon, who looks better with every passing year (hate her!). On the set of her new film, Reese was photographed looking sleek and sophisticated and topping the chic look off with a Chloé Elsie Shoulder Bag. This particular design is one I like more in person than in photographs. It comes across as a bit flat, which it's not. Even in this shot of Reese, the bag looks a tad deflated (the props department for the film should really stuff these bags properly).

One of the reasons why I feel this design is a step in the right direction for Chloé accessories is the fact that, although it sort of resembles a rather famous designer bag that shall remain nameless, it looks and feels more youthful than other chain-strap designs. You can nab the 'Elsie' in black buffalo leather for just under $1100.

The second bag is not only one of Chloé's best handbag designs to date, it's also my top handbag pick for the fall. The understated Hilary Swank toted her Chloé Cary Bag while making her way through the airport. Taking the 'Cary' along while traveling is the perfect choice. This, folks, is a practical designer bag - such a rare commodity in the luxury handbag world. But I wouldn't expect anything less from Chloé nowadays.

This roomy satchel-style bag has lots of little nooks and crannies to shove all your stuff inside. Pockets abound and two main compartments are just what a woman-on-the-go wants and needs from her bag.

For me, however, it's all the tiny details that push this bag right to the front of the pack for fall. The polished, square metal accents on the double handles, the fact that the handles are attached to the bag on the sides rather than the front and rear, the choice of adding a structured center divider rather than leaving the bag a big old sloppy mess, the fact that the side zippered compartments along the bottom seem appropriate rather than afterthoughts - all these elements exemplify a thoughtful design process. A simple, sophisticated and special design all at once. Hilary's bag knocks it out of the park with respect to all the aforementioned traits. The smaller version of Ms. Swank's Cary Bag is available on-line in anthracite grey (gorgeous) and khaki beige for $1565. Hilary's larger chocolate brown iteration is just a few hundred dollars more in case your interested.

Shop Chloé bags via Nordstrom

Photos: Just Jared and Chloé.com